19th International Symposium on Fluorine Chemistry – Jackson Hole (USA) – August 23-28, 2009

Functionalization of Carbonaceous Materials with High Fluorine Content Organic Peroxides

M. Sansotera a, W. Navarrini a, P. Metrangolo a, G. Resnati a, C. Bianchi b, A. Guarda c

a Dip-CMIC ”Giulio Natta”, Politecnico di Milano, via Mancinelli 7, 20131 Milan, Italy;

b Department of Physical Chemistry and Electrochemistry, University of Milan, via Golgi 19, 20133, Milan, Italy

c R&D Centre, Solvay Solexis, viale Lombardia 20, 20021 Bollate (MI), Italy

E-mail: maurizio.sansotera@polimi.it

Perfluorodiacyl peroxides and perfluoropolyether peroxides (FOMBLIN peroxides) are suitable organic peroxides for direct linkage of perfluoroalkyl and perfluoropolyether chains on unsaturated substrates through a radical pathway. Highly graphitic carbon black and a-C:H diamond-like carbon are carbonaceous materials characterized by sp2 hybridized carbon atoms in the structure. Consequently a chemical treatment with high fluorine content organic peroxides allows the introduction of fluorinated groups onto carbonaceous substrates with carbon-carbon bond formation [1]. Depending on the peroxide involved during the treatment, several fluorinated chains, i.e. perfluoroethyl, CF3CF2-, perfluoro-n-propyl, CF3CF2CF2-, perfluoro-iso-propyl, (CF3)2CF-, and perfluoropolyether residual, has been covalently linked on the surface of such carbonaceous materials. Functionalization of carbon black transfers the typical hydrophobic properties of perfluorinated chains to the carbon black surface even preserving its conductive properties. This chemical treatment on diamond-like carbon films produces a covalently linked protective layers with the typical lubricant properties of perfluorinated compounds.Immagine

[1] Navarrini W., Sansotera M., Metrangolo P., Cavallotti P., Resnati G. WO 2009/019243 A1.